Iron-Catalyzed Cross-Coupling of <i>Bis</i>-(aryl)manganese Nucleophiles with Alkenyl Halides: Optimization and Mechanistic Investigations
Various substituted <i>bis</i>-(aryl)manganese species were prepared from aryl bromides by one-pot insertion of magnesium turnings in the presence of LiCl and in situ trans-metalation with MnCl<sub>2</sub> in THF at −5 °C within 2 h. These <i>bis</...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-02-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/25/3/723 |
| Summary: | Various substituted <i>bis</i>-(aryl)manganese species were prepared from aryl bromides by one-pot insertion of magnesium turnings in the presence of LiCl and in situ trans-metalation with MnCl<sub>2</sub> in THF at −5 °C within 2 h. These <i>bis</i>-(aryl)manganese reagents undergo smooth iron-catalyzed cross-couplings using 10 mol% Fe(acac)<sub>3</sub> with various functionalized alkenyl iodides and bromides in 1 h at 25 °C. The aryl-alkenyl cross-coupling reaction mechanism was thoroughly investigated through paramagnetic <sup>1</sup>H-NMR, which identified the key role of <i>tris</i>-coordinated <i>ate</i>-iron(II) species in the catalytic process. |
|---|---|
| ISSN: | 1420-3049 |